Convert CH_2 = CH_2 to Diol - 2 Ways?

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The discussion focuses on methods to convert ethene (CH2=CH2) into a diol. One proposed method involves using alkaline KMnO4 for mild oxidation, which is a recognized industrial process for converting alkenes to diols. Another method discussed requires the initial conversion of ethene to 1,2-dibromoethane using bromine, followed by reflux with sodium hydroxide to yield the diol. While the bromination method is more straightforward in a lab setting, handling ethene as a gas poses challenges. The conversation highlights the complexity of organic chemistry and the reliance on established literature for such reactions, indicating that practical lab methods may vary and that purchasing the diol directly could be a more efficient option.
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Are there 2 ways to convert CH_2 = CH_2 into a diol?
Can i use the alkaline KMnO4 and water at room temperature(mild oxidation) to convert it into a diol instead of this reaction:
CH_2 = CH_2 (g) + Br_2(l) \xrightarrow {room temperature} CH_2BrCH_2Br(l)
CH_2BrCH_2Br + 2 NaOH(aq) \xrightarrow {reflux} CH_2OHCH_2OH(l) + 2 NaBR(aq)
Where it requires to convert ethene to 1,2-dibromoethane first.
 
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In principle, yes. The KMnO4 oxidation of alkenes to diols is used industrially. You could also use OsO4. Working with ethene can be a little difficult, however, since it is a gas at STP.
 
Therefore to prepare ethane-1,2-diol in lab, we have to pass through bromine liquid and then reflux the product with alkaline, is that right?
 
Not necessarily. You could probably get one of the dihydroxylation reactions to work, it's just a pain to deal with gasses in the lab. If you really had to make it in the lab then there are probably better ways. Of course, you could always just buy the stuff. It's dirt cheap.
 
lol, the way I see it is, these types of questions aren't things people really know. This is book information...it is meant to be referred to in a BOOK. :-p But maybe that's just because I hated ochem.

I don't know how organic chemists can remember all of this stuff. :-p Crazy bastards.
 
leright said:
lol, the way I see it is, these types of questions aren't things people really know. This is book information...it is meant to be referred to in a BOOK.

But somebody has to know this stuff to write the book!
 
movies said:
But somebody has to know this stuff to write the book!

They got it out of another book!
:-p
 
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